3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester

Base Information

• Chemical Name: 3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester
• CAS No.: 886573-99-5
• Molecular Formula: C₃₂H₄₈N₂O₁₀
• Molecular Weight: 620.741
• Mol file: 886573-99-5.mol

Synonyms:3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester

Chemical Property of 3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester

There total 2 articles about 3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

succinic acid mono-tert-butyl ester (15026-17-2) + Allyl 3,5-bis(3-aminopropoxy)benzoate dihydrochloride → 3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester (886573-99-5)

Guidance literature:

succinic acid mono-tert-butyl ester; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at -20 ℃; for 4h;

Allyl 3,5-bis(3-aminopropoxy)benzoate dihydrochloride; With triethylamine; In methanol; dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/ja057964g

Reference yield:

Allyl 3,5-bis<3-(tert-butoxycarbonylamino)propoxy>benzoate (223678-04-4) → 3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester (886573-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. HCl / tetrahydrofuran / 6 h / 20 °C

2.1: N-hydroxybenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 4 h / -20 °C

2.2: 76 percent / Et₃N / CH₂Cl₂; methanol / 16 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja057964g

Reference yield: 80.0%

3,5-bis-[3-(3-tert-butoxycarbonyl-propionylamino)-propoxy]-benzoic acid allyl ester (886573-99-5) → 3,5-bis[3-(4-tert-butoxy-4-oxobutanamido)propoxy]benzoic acid (886574-00-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium 4-methylbenzenesulfinate; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ja057964g

upstream raw materials:

succinic acid mono-tert-butyl ester

Allyl 3,5-bis<3-(tert-butoxycarbonylamino)propoxy>benzoate

Downstream raw materials:

3,5-bis[3-(4-tert-butoxy-4-oxobutanamido)propoxy]benzoic acid

Refernces